Manufacture of oxy derivatives of anthraquinone



lowing is a specification. dilute hydrochloric acid, the alizarin filtered As is Well known, tie process of manufusion of dibrou'ianthraquinoue 'with caustic 0 developed in the following year and pat aromatic nuclei by chemical reagents, than silver salt or anthraquinone-2--sulphonate laying nowdescribed my invention, whatobservation that the chlorine atoms in claim: the chlorine atoms in older substituted 5 in the presence of a suit-able oxidizin agent. presence of a suitable oxidizing agent.

of a suitable oxidizing agent which expresofcaustic alkaliin the presence of a suit- By treating- 2 'chlor authraqumone in this oxidizing agent;

5i) 1A mixture of the following composition: in testimony whereof I have signed my Patented Feb. 20, 192 3.

ARTHUR HUGE DAVIES, 0F CARLISLE, ENGLAND, ASSIGNOB T0 SCOTTISH DYES, LIMITED, OF CARLISLE, CUHEBERLAND, ENGLAND.

MANUFACTURE OF (HEY DERIVATIVES OF ANTHRAQUINONE. N0 Drawing. Application filed July 20, 1921. Serial No. 486,2

To all whom it may concern into an autoclave provided with a stirrer,

Be it known that I, durum: limit raised to a tenuaerature of 170 (landmaim DAvIns, a subject of-the King of Great. tained thereat for 24' hours. Britain and Ireland, and residing at Mur- The product of this treatment is diluted 5, rell Hill lVorl' s,'Carlisle, in the county of by the addition of 2.000 parts of Water, Cumberland, England, have invented cer boiled. filtered and the residue again extain new and useful improvements in and tracted With a boiling dilute solution of Relating to, the Manufacture of Oxy Derivcaustic soda. The combined filtrates which atives of Anthraquinoue, of which the 't'olwill be of a purple colour are acidified With to the production of and washed with condensed water until (my-derivatives of anthraquinone and is clean. as particularly concerned with the prmluction Alizarin, it is to be observed was first of alizarin. produced by Uraebe and Liebermann by This invention relates faeture of alizarin since the discovery of the potash (Annalen Spl. vol. T, p. 289) and synthetical production of this colouring matalso from :Z-bromanthmquinone in the same \ter in the year 1868 by Graebe and Lieber- W 3', but it is generally allowed thatcommann, has been almost exclusively the one bined bromine is more r-ipidlyremoved from ented in this country of Care, Graebe and combined chlorine, and in any case the con Liebermann, and almost simultaneously by duct 01' 2-chloranthraquinone' in this reac-' 7'5."

erkin. tion is not-to. be deduced from that of the T his consists in autoclaving the so-called corresponding brom derivative. I

of sodium with caustic soda solution, and I claim new and desire to secure by Letwith the addition of an oxidizing agent such ters Patent is I as saltpetre or chlorate of soda. "1. The process ofproducing c ty-deriva-- The present invention is based upon the tives of anthraquinone,-accordingto which substituted derivatives of anthraquinone, can derivatives of anthraquinone, are replaced be replaced by hydroxyl groups and a further byhydroxyl groups and a further hydrony'l hvdroxyl group introduced by treatment of group introduced by treatment of the chlorthe chlor substituted derivatives with a base. substituted "lerivatives with a base in the Thus, for example, in accordance with the 2. The process of producing o z'yderivw invention, a mono-chlor substitution product tires oi anthra-quinone as claimed in'clann of an anthraquin'one may be autoclavecl with l, in which a chlor substitution product of solutions of caustic alkalies,in the presence anthraquinone 1s autoclaved with a solution.-

' sion as employed herein'nieans chlorate's or able oxidizing agent; nitrates or bodies having a like effect in 3. The process of produtiing oxy-deriva- 8% the reaction and a dihydroxy derivative of tivesof anthraquinoue as claimed in claim anthraquinone obtained. 2,, in Which a chlorate is employedias manner alizarin' may be produced. The process of producing oiiy'- de1 'ii ra The following particulars are given by tives of quinones as claimed in claim 3, in may ofexamplefor the purpose of inclicatwhich 2 chlor anthraquinone is treated with 'ing the nature.otthe'invention: the production of alizarin.

78 parts of 2 chlor anthraquinone, 2'75 name to this specification. of caustic soda, 11.3 parts of sodium chlorate, and 850 parts water is introduced ARTHUR HUGH DAVIES. 

